(31E,32Z,71E,72Z)-4,8-Bis(3,5-di-chloro-phen-yl)-14,33,53,73-tetra-propyl-11H,32H,51H,72H-1,5(2,5),3,7(5,2)-tetra-pyrrola-2,6(2,5)-di-thiophena-cyclo-octa-phane

Yoshihiro Ishimaru; Ryo Ikeda; Takashi Fujihara

doi:10.1107/S2414314623007666

(3¹E,3²Z,7¹E,7²Z)-4,8-Bis(3,5-di-chloro-phen-yl)-1⁴,3³,5³,7³-tetra-propyl-1¹H,3²H,5¹H,7²H-1,5(2,5),3,7(5,2)-tetra-pyrrola-2,6(2,5)-di-thiophena-cyclo-octa-phane

IUCrdata. 2023 Sep 8;8(Pt 9):x230766. doi: 10.1107/S2414314623007666. eCollection 2023 Sep.

Authors

Yoshihiro Ishimaru¹, Ryo Ikeda¹, Takashi Fujihara²

Affiliations

¹ Division of Material Science, Graduate School of Science and Engineering, Saitama University, Shimo-ohkubo 255, Sakura-ku, Saitama City, Saitama, 338-8570, Japan.
² Comprehensive Analysis Center for Science, Saitama University, Shimo-ohkubo 255, Sakura-ku, Saitama City, Saitama 338-8570, Japan.

Abstract

Purple crystals of the title compound, C₅₀H₄₄Cl₄N₄S₂ were obtained from the reaction of 2,5-bis-(4-propyl-1H-pyrrol-2-yl)thio-phene and 3,5-di-chloro-benzaldehyde in the presence of tri-fluoro-acetic acid for 3 h and subsequent addition of p-chloranil. The macrocycle in the title compound can be described as a highly planar structure wthe the average deviation of the 32 macrocyclic atoms from the least-squares plane being 0.0416 Å. Its mol-ecular conformation is stabilized by two intra-molecular N-H⋯N bonds and a three-dimensional network is formed by C-H⋯π inter-actions.

Keywords: antiaromatic; crystal structure; heteroatom; macrocyclic compound.